Two-pronged vacation approach should fly

Advertisement

Advertise with us

Dear Miss Lonelyhearts: My family and I are at odds over what to do about the vacation we never had, because of COVID. We booked one during a “COVID window,” for us and our teenage girls, and then we couldn’t go, because it was too risky again.

Read this article for free:

or

Already have an account? Log in here »

To continue reading, please subscribe:

Subscribe and receive a limited-edition Free Press branded hat or tote.

Digital Subscription

One year of digital access for only $205*

  • Enjoy unlimited reading on winnipegfreepress.com
  • Read the E-Edition, our digital replica newspaper
  • Access News Break, our award-winning app
  • Play interactive puzzles

*First annual payment billed as $205.00 + GST for one year. This annual subscription will automatically renew at $233.00 + GST every 52 weeks (10% off the regular annual price of $259.35). Offer available to new and qualified returning subscribers only. Cancel any time.

To continue reading, please subscribe:

Add Free Press access to your Brandon Sun subscription for only an additional

$1 for the first 4 weeks*

  • Enjoy unlimited reading on winnipegfreepress.com
  • Read the E-Edition, our digital replica newspaper
  • Access News Break, our award-winning app
  • Play interactive puzzles
Start now

*Your next Brandon Sun subscription payment will increase by $1.00 and you will be charged $17.95 plus GST for four weeks. After four weeks, your payment will increase to $24.95 plus GST every four weeks.

Opinion

Hey there, time traveller!
This article was published 26/03/2022 (1592 days ago), so information in it may no longer be current.

Dear Miss Lonelyhearts: My family and I are at odds over what to do about the vacation we never had, because of COVID. We booked one during a “COVID window,” for us and our teenage girls, and then we couldn’t go, because it was too risky again.

I’m aware COVID is not over yet, and it’s possible it will amp up as people get careless, so instead I want to go to this beautiful place on Lake Winnipeg this summer, which is not overrun with thousands of people hanging all over each other. Besides, it’s within our borders for medical care if needed.

My wife is fed up. She’s siding with the kids and wants to somehow soon reclaim our lost vacation experience in another country.

— Unpopular Dad, Garden City

Dear Dad: It’s the either/or approach that’s causing your problem. Instead, put forward a “two-step, two-year” vacation plan. This summer the family goes to the place on Lake Winnipeg closer to Canadian medical help, if needed. Then, when COVID is truly tamed, you’ll go further away from home — possibly to the same destination you had to cancel.

 

Dear Miss Lonelyhearts: I’m a guy of 53. After attending a dinner party at a couple’s place, I asked a woman who also attended the party out to dinner. (The hosts had been trying to connect us.) She’s 37.

At the dinner, we had a nice, long conversation. Then she excused herself after dessert, and sneakily paid the large bill.

I don’t know why she did that. It upset the balance of the date. I’d asked her out and wanted to treat her, and don’t know why she’d pull that move. She didn’t even discuss it with me.

I said, “Well then, I’ll pay the tip.” And, she said, “No need. I already did that!” My mouth dropped open.

Outside the restaurant, someone had just gotten out of a taxi. I gave the driver $30 cash and said, “Please take the lady home.” I heard from the mutual friends we had dinner with that she said I was rude to her on the date. Was I really?

— Old-Fashioned Guy, Bridgwater

Dear Old-Fashioned: When she sneaked off to pay the bill, she was probably giving you the message she didn’t want you to think she owed you anything.

If she wanted to be friends, she would probably have discussed splitting the bill with you. Instead, she chanced insulting you — and she certainly did.

This woman and you are definitely not a match. For one thing, she comes from a different generation. She’s younger and has a more modern take on dating and who pays the bill.

By the way, don’t let those friends match-make for you again, and don’t tell other dates about this incident to get their take on it. Onwards and upwards — look for more old-fashioned lady, closer to your own age and sensibility!

 

Dear Miss Lonelyhearts: Over the winter I had a relationship with a woman who lives in my apartment block. When I broke up with her for being so difficult to get along with, she asked me if I’d be gentleman enough to move out!

She wanted me to give her back her privacy in the block.

What? She already has it back! We live in a large high-rise on different floors. I never see her unless she comes to my door to harangue me about moving out. What’s really bugging her is my new girlfriend also lives in the block.

Hey, what can I do? Nobody could go out the last two winters, and I’m a friendly guy. Besides, I really like my place.

— Refusing to Move Anywhere, Downtown

Dear Refusing: Boring your ex-girlfriend is your best move. Use the same line, in the same tone of voice whenever she makes contact. “I wish you well, but I’m not moving anywhere. Leave me alone now.“ If she asks you if you still have a girlfriend, your only smart answer is “yes, I do” even if that’s ended too.

Please send your questions and comments to lovecoach@hotmail.com or Miss Lonelyhearts c/o the Winnipeg Free Press, 1355 Mountain Ave., Winnipeg, MB, R2X 3B6.

Miss Lonelyhearts

Miss Lonelyhearts
Advice Columnist

Our newsroom depends on a growing audience of readers to power our journalism. If you are not a paid reader, please consider becoming a subscriber.

Our newsroom depends on its audience of readers to power our journalism. Thank you for your support.

Report Error Submit a Tip

More Stories

What’s open, what’s closed, what’s up in Winnipeg on Terry Fox Day

Free Press staff 4 minute read Preview

What’s open, what’s closed, what’s up in Winnipeg on Terry Fox Day

Free Press staff 4 minute read Friday, Jul. 31, 2026

The first Monday in August marks Terry Fox Day in Manitoba, honouring the legendary Canadian who was born in Winnipeg in 1958. 

Read
Friday, Jul. 31, 2026

Stampeding to Starlette’s

David Sanderson 7 minute read Preview

Stampeding to Starlette’s

David Sanderson 7 minute read Saturday, Aug. 1, 2026

ELMA — Build it and they will come.

Lee and Star Giesbrecht are the owners of Starlette’s Burger Saloon, a western-themed, outdoor eating spot situated on the married couple’s 40-acre spread, immediately north of Elma.

Seated at one of a half-dozen picnic tables that dot the grounds, Star recalls a conversation she and Lee had prior to the May 2025 grand opening of their locale, which, with its weathered-wood exterior and rustic swinging doors, wouldn’t look out of place in an episode of Yellowstone.

Because they are “literally in the middle of nowhere,” Star says Lee thought it would be advantageous to mount a TV in one corner of the kitchen, for those occasions when they’d be twiddling their thumbs for hours on end, with little to do.

Read
Saturday, Aug. 1, 2026

18-year-old woman shot by Winnipeg police officer

1 minute read Updated: Yesterday at 12:28 PM CDT

A police officer shot and injured an 18-year-old woman early Monday morning while investigating a College Avenue shooting.

A north district unit officer was in the area of Aikins Street and College Avenue at 2:27 a.m. Aug. 3 when he heard multiple gunshots nearby, the Winnipeg Police Service stated in a news release Monday.

The officer went to investigate and "was confronted by a woman and a 16-year-old youth." The officer discharged his gun and the young woman was injured, the police service stated. The woman was taken to hospital in unstable condition and was later upgraded to stable.

Police recovered a gun from the suspects and investigators later linked the 18-year-old woman and 16-year-old male to a shooting that occurred outside of a home in the 300 block of College Avenue. The 16-year-old was arrested.

Puzzles Palace

1 minute read Monday, Jul. 27, 2026

To solve our puzzles, please subscribe with this special offer: |

Today’s horoscope

Georgia Nicols 4 minute read Preview

Today’s horoscope

Georgia Nicols 4 minute read 2:01 AM CDT

MOON ALERT: Caution. Avoid shopping (except food and gas) and important decisions from 1:15 p.m. until 10 p.m. After that, the moon moves from Aries into Taurus.

ARIES (March 21-April 19)

You have lots of mental energy because the moon is in your sign dancing with your ruler fiery Mars, which pushes you into a leadership role. It makes you feel independent and ready to challenge anyone who challenges you.

TAURUS (April 20-May 20)

Read
2:01 AM CDT

240 WestJet flight attendants picket in Winnipeg

Malak Abas 6 minute read Preview

240 WestJet flight attendants picket in Winnipeg

Malak Abas 6 minute read Sunday, Aug. 2, 2026

Winnipeg’s WestJet flight attendants took to the picket line outside of Richardson International Airport on the first day of nationwide strikes Sunday, while inside, frustrated flyers scrambled to re-route cancelled long-weekend flights.

The Canadian Union of Public Employees’ Ontario arm and the airline announced the strike would commence after the strike deadline was passed without a deal early Sunday morning. WestJet attendants have been without a contract since Dec. 31, 2025.

Hours later, the 240 WestJet flight attendants based in Winnipeg had walked off the job and were marching outside of the airport terminal, some carrying signs with slogans including “Tired with WestJet? So are We!” and “Unpaid Work Won’t Fly.”

Key issues causing the stalemate are wages and pay for work on the ground: the union says flight attendants are not being paid for some of that work, while the company says they pay for the work through a “credit hour” system rather than an hourly rate.

Read
Sunday, Aug. 2, 2026